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Ethyl Acetate → ((1S,2S,4R)-4-amino-2-{[tert-butyl(dimethyl)silyl]oxy}cyclopentyl)methanol

HRID 1677986
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HRID 1677986 반응식
[N:1]([C@@H:4]1[CH2:8][C@@H:7]([CH2:9][OH:10])[C@@H:6]([O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])[CH2:5]1)=[N+]=[N-].CCOC(C)=O>[Pd]>[NH2:1][C@@H:4]1[CH2:8][C@@H:7]([CH2:9][OH:10])[C@@H:6]([O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:13])[CH3:14])[CH2:5]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 8857Ethyl AcetateHCID 59671297((1S,2S,4R)-4-azido-2-{[tert-butyl(dimethyl)silyl]oxy}cyclopentyl)methanol

생성물 1

HCID 59671329((1S,2S,4R)-4-amino-2-{[tert-butyl(dimethyl)silyl]oxy}cyclopentyl)methanol수율 87.6%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

A suspension of ((1S,2S,4R)-4-azido-2-{[tert-butyl(dimethyl)silyl]oxy}-cyclopentyl)methanol (0.211 g, 0.000777 mol) and 10% Pd/C (0.047 g, 0.000044 mol) in EtOAc (6 mL, 0.06 mol) was stirred under an atmosphere of Hydrogen overnight. The reaction was purged with nitrogen and filtered the mixture through celite with DCM. The filtrate was concentrated to obtain 167 mg (87.5%) of the title compound.

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후처리

  1. customThe reaction was purged with nitrogen
  2. filtrationfiltered the mixture through celite with DCM
  3. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-7bb8c14cfb1e430385cab3f1b877cb42
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08008307B2

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